Phosgene → 1-Chlorocarbonyl-2-oxo-3-(5-methylfurylideneamino)-imidazolidine

HRID 25927Notes

Reaction equation

HRID 25927 reaction equation
[CH3:1][C:2]1[O:6][C:5](=[N:7][N:8]2[CH2:12][CH2:11][NH:10][C:9]2=[O:13])[CH2:4][CH:3]=1.Cl[Si](C)(C)C.[C:19](Cl)([Cl:21])=[O:20]>C(N(CC)CC)C>[Cl:21][C:19]([N:10]1[CH2:11][CH2:12][N:8]([N:7]=[C:5]2[CH2:4][CH:3]=[C:2]([CH3:1])[O:6]2)[C:9]1=[O:13])=[O:20]

Participants

5

Reactant 3

HCID 6371PhosgeneHCID 6397ChlorotrimethylsilaneHCID 705695311-(5-Methylfurylideneamino)-2-oxo-imidazolidine

Product 1

HCID 867364351-Chlorocarbonyl-2-oxo-3-(5-methylfurylideneamino)-imidazolidine

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

50.0 pts. by wt. of 1-(5-methylfurylideneamino)-2-oxo-imidazolidine, 84.3 pts. by wt. of triethylamine, 84.0 pts. by wt. of chlorotrimethylsilane and 51.4 pts. by wt. of phosgene are reacted as in Example 1.2. After recrystallisation from acetonitrile, 50.7 pts. by wt. of 1-chlorocarbonyl-2-oxo-3-(5-methylfurylideneamino)-imidazolidine of dec. pt. 180°-186° C. are obtained.

Workup

  1. customAfter recrystallisation from acetonitrile, 50.7 pts

Sources & evidence

ORD record
ord-61c674c012814e978cf7aa49b83a0cf6
Source dataset
uspto-grants-1979_04
Patent number
US04147693

Reaction notes

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